Call us at (860) 909-8066 to learn more about active adult communities in Winsted
Winsted, CT 55+ active adult communities & homes for sale
74 communities near Winsted
142 homes near Winsted
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![Clockmaker's Hill]()
$100Ks
- $100Ks
Clockmaker's Hill, Winsted, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2014
|
38 homes
3 rating (2 reviews)
![Heritage Hills]()
$300Ks
- $900Ks
Heritage Hills, Somers, NY
Resale Only
|
Age-targeted
|
Built 1974 - 2006
|
2,600 homes
3.6 rating (7 reviews)
![Heritage Village]()
$100Ks
- $400Ks
Heritage Village, Southbury, CT
Resale Only
|
55+ age-restricted
|
Built 1967 - 2005
|
2,580 homes
No reviews yet
![Rivington]()
$400Ks
- $900Ks
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 homes
4 rating (1 reviews)
![Jefferson Village]()
$300Ks
- $600Ks
Jefferson Village, Yorktown Heights, NY
Resale Only
|
55+ age-restricted
|
Built 1967 - 1982
|
1,000 homes
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(860) 909-8066
No reviews yet
![Oronoque Village]()
$400Ks
- $600Ks
Oronoque Village, Stratford, CT
Resale Only
|
55+ age-restricted
|
Built 1971 - 1977
|
929 homes
No reviews yet
![The Village at Oxford Gre...]()
$500Ks
- $600Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
835 homes
No reviews yet
![Spring Lake Village]()
$200Ks
- $300Ks
Spring Lake Village, Southington, CT
Resale Only
|
55+ age-restricted
|
Built 1970 - 2004
|
640 homes
No reviews yet
![Regency at Prospect]()
$400Ks
- $400Ks
Regency at Prospect, Prospect, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
379 homes
No reviews yet
![The Retreat at Carmel]()
$300Ks
- $600Ks
The Retreat at Carmel, Carmel, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2018
|
312 homes
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
No reviews yet
![Meadow Brook Estates]()
$500Ks
- $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2020
|
246 homes
No reviews yet
![The Summit at Bethel]()
$600Ks
- $700Ks
The Summit at Bethel, Bethel, CT
Resale Only
|
55+ age-restricted
|
Built 2010 - 2021
|
235 homes
4.9 rating (14 reviews)
![Chatfield Farms]()
$500Ks
- $500Ks
Chatfield Farms, Beacon Falls, CT
New Construction
|
55+ age-restricted
|
Built 2014 - present
|
231 homes
No reviews yet
![Regency at Wappinger]()
$700Ks
- $800Ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only
|
55+ age-restricted
|
Built 2014 - 2020
|
225 homes
No reviews yet
![The Powder Forest Homes]()
$600Ks
- $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2016
|
182 homes
Want to learn more about 55+ communities in Winsted?
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Questions? Call us:
(860) 909-8066
5 rating (1 reviews)
![Newtown Woods]()
$400Ks
- $600Ks
Newtown Woods, Newtown, CT
New and Resale
|
55+ age-restricted
|
Built 2011 - present
|
178 homes
No reviews yet
![Beckley Farms]()
$300Ks
- $400Ks
Beckley Farms, Berlin, CT
New and Resale
|
55+ age-restricted
|
Built 2010 - present
|
170 homes
No reviews yet
![Regency at Fishkill]()
$500Ks
- $500Ks
Regency at Fishkill, Fishkill, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
|
164 homes
No reviews yet
![South Pond Village]()
$200Ks
- $400Ks
South Pond Village, Bloomfield, CT
Resale Only
|
55+ age-restricted
|
Built 1999 - 2005
|
151 homes
No reviews yet
![Fieldstone Village]()
$500Ks
- $800Ks
Fieldstone Village, Orange, CT
Resale Only
|
55+ age-restricted
|
Built 2010 - 2018
|
142 homes
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
No reviews yet
![North Woods of Colchester]()
$300Ks
- $400Ks
North Woods of Colchester, Colchester, CT
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
140 homes
No reviews yet
![Fairview at Oxford Greens]()
$500Ks
- $600Ks
Fairview at Oxford Greens, Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
125 homes
3.5 rating (2 reviews)
![Harvest Pointe]()
$800Ks
- $3Ms
Harvest Pointe, Cutchogue, NY
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
124 homes
No reviews yet
![Newbury Village]()
$400Ks
- $500Ks
Newbury Village, Brookfield, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
120 homes
No reviews yet
![The Gardens of Wilbraham]()
$300Ks
- $400Ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
108 homes
Want to learn more about 55+ communities in Winsted?
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Questions? Call us:
(860) 909-8066
No reviews yet
![O'Meara Farm]()
$400Ks
- $500Ks
O'Meara Farm, Farmington, CT
Resale Only
|
55+ age-restricted
|
Built 1998 - 2005
|
104 homes
No reviews yet
![Liberty at Newtown]()
$300Ks
- $400Ks
Liberty at Newtown, Newtown, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2007
|
96 homes
No reviews yet
![Founders Village]()
$500Ks
- $500Ks
Founders Village, Southold, NY
Resale Only
|
55+ age-restricted
|
Built 1981 - 1985
|
92 homes
No reviews yet
![Pond Spring Village]()
$300Ks
- $300Ks
Pond Spring Village, Beacon Falls, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
92 homes
No reviews yet
![Glassbury Court at Cold S...]()
$700Ks
- $700Ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2014
|
90 homes
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
No reviews yet
![Castle Heights of Cheshir...]()
$500Ks
- $600Ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only
|
55+ age-restricted
|
Built 2007 - 2022
|
88 homes
5 rating (1 reviews)
![Paris Square]()
$400Ks
- $700Ks
Paris Square, Northvale, NJ
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
88 homes
No reviews yet
![Baldwin Station]()
$400Ks
- $400Ks
Baldwin Station, Milford, CT
Resale Only
|
55+ age-restricted
|
Built 2001 - 2003
|
82 homes
No reviews yet
![Bartlett Hill]()
$500Ks
- $500Ks
Bartlett Hill, Portland, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2011
|
82 homes
5 rating (2 reviews)
![Benson Woods]()
$400Ks
- $600Ks
Benson Woods, Middlebury, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
79 homes
Want to learn more about 55+ communities in Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
No reviews yet
![Shaker Heights]()
$400Ks
- $500Ks
Shaker Heights, Enfield, CT
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
77 homes
5 rating (3 reviews)
![Founders Ridge]()
$500Ks
- $600Ks
Founders Ridge, Middletown, CT
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
75 homes
No reviews yet
![Long Hill Village]()
$300Ks
- $400Ks
Long Hill Village, Trumbull, CT
Resale Only
|
55+ age-restricted
|
Built 1997 - 1999
|
71 homes
No reviews yet
![Regency at Woodbridge]()
$500Ks
- $700Ks
Regency at Woodbridge, Woodbridge, CT
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
70 homes
No reviews yet
![The Village at Hunt Glen]()
$300Ks
- $300Ks
The Village at Hunt Glen, Granby, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
69 homes
The Gardens of Wilbraham
![45 IVY CIR # 45, WILBRAHAM, MA, 01095, Wilbraham, MA 01095]()
2 beds
|3 baths
|1,752 sq ft
|Condo
45 IVY CIR # 45, WILBRAHAM, MA, 01095
Community: The Gardens of Wilbraham
MLS 73397613 • Coldwell Banker Realty - Western M...
Paris Square
![152 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647]()
MLS 25018429 • Coldwell Banker, Alpine/Closter, A...
Paris Square
![2301 RIO VISTA LN # 2301, NORTHVALE, NJ,..., Northvale, NJ 07647]()
MLS 25004643 • Keller Williams Valley Realty, Reg...
Spring Lake Village
![42 VILLAGE RD # 42, SOUTHINGTON, CT, 064..., Southington, CT 06489]()
1 beds
|1 baths
|860 sq ft
|Condo
42 VILLAGE RD # 42, SOUTHINGTON, CT, 064...
Community: Spring Lake Village
MLS 24100001 • Premier Re Group LLC, Maria Esposi...
Beckley Farms
![221 SCENIC DR # 221, BERLIN, CT, 06037, Berlin, CT 06037]()
3 beds
|2 baths
|1,892 sq ft
|Condo
221 SCENIC DR # 221, BERLIN, CT, 06037
Community: Beckley Farms
MLS 24099516 • William Raveis Real Estate, Lisa C...
Want to learn more about 55+ communities in Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
Oronoque Village
![156 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,175 sq ft
|Condo
156 APACHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24100780 • William Raveis Real Estate, Joseph...
Spring Lake Village
![472 CARRIAGE DR # 472, SOUTHINGTON, CT, ..., Southington, CT 06489]()
2 beds
|2 baths
|1,188 sq ft
|Condo
472 CARRIAGE DR # 472, SOUTHINGTON, CT, ...
Community: Spring Lake Village
MLS 24099055 • K. Fortuna Realty, Meagan Warnock
The Summit at Bethel
![63 GREAT HILL DR # 63, BETHEL, CT, 06801, Bethel, CT 06801]()
3 beds
|3 baths
|2,743 sq ft
|Condo
63 GREAT HILL DR # 63, BETHEL, CT, 06801
Community: The Summit at Bethel
MLS 24086666 • Around Town Real Estate LLC, Danie...
Spring Lake Village
![6 LAKEVIEW DR # 6, SOUTHINGTON, CT, 0648..., Southington, CT 06489]()
3 beds
|3 baths
|1,471 sq ft
|Condo
6 LAKEVIEW DR # 6, SOUTHINGTON, CT, 0648...
Community: Spring Lake Village
MLS 24061909 • RE/MAX RISE, Michael Albert
Oronoque Village
![635 NORTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,642 sq ft
|Condo
635 NORTH TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24095005 • Oronoque Real Estate, Monica Dalto...
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Oronoque Village
![588 ARAPAHO LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,438 sq ft
|Condo
588 ARAPAHO LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24091630 • Sarah Harrower Realty, Barbara Dun...
South Pond Village
![175 THISTLE POND DR # 175, BLOOMFIELD, C..., Bloomfield, CT 06002]()
2 beds
|2 baths
|1,535 sq ft
|Condo
175 THISTLE POND DR # 175, BLOOMFIELD, C...
Community: South Pond Village
MLS 24084866 • Berkshire Hathaway NE Prop., Marga...
The Woods at Dunham Pond
![48 HERON VIEW RD # 48, NEW FAIRFIELD, CT..., New Fairfield, CT 06812]()
1 beds
|3 baths
|1,550 sq ft
|Condo
48 HERON VIEW RD # 48, NEW FAIRFIELD, CT...
Community: The Woods at Dunham Pond
MLS 24095402 • William Raveis Real Estate, Kelley...
Heritage Hills
![331 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
1 beds
|1 baths
|955 sq ft
|Condo
331 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 876082 • Coldwell Banker Realty, Laura Sterli...
Jefferson Village
![84 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,100 sq ft
|Condo
84 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,...
Community: Jefferson Village
MLS 877595 • Coldwell Banker Realty, Maureen Conn...
Want to learn more about 55+ communities in Winsted?
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Questions? Call us:
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Heritage Hills
![133 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
3 beds
|2 baths
|1,780 sq ft
|Condo
133 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 878545 • Houlihan Lawrence Inc., Annpauline C...
Jefferson Village
![6 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059..., Yorktown Heights, NY 10598]()
2 beds
|1 baths
|1,000 sq ft
|Condo
6 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059...
Community: Jefferson Village
MLS 865906 • Keller Williams Realty Partner, Rose...
Heritage Hills
![957 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|3 baths
|1,559 sq ft
|Condo
957 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
MLS 877859 • Houlihan Lawrence Inc., Donna O'Conn...
Jefferson Village
![4 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059..., Yorktown Heights, NY 10598]()
2 beds
|1 baths
|975 sq ft
|Condo
4 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059...
Community: Jefferson Village
MLS 878738 • William Raveis Real Estate, Noreen P...
Jefferson Village
![32 CAMBRIDGE CT A, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598]()
2 beds
|1 baths
|951 sq ft
|Condo
32 CAMBRIDGE CT A, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
MLS 850166 • Real Broker NY LLC, Dani Dorman
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
New
Regency at Wappinger
![44 LINWOOD DR, WAPPINGERS FALLS, NY, 125..., Wappingers Falls, NY 12590]()
2 beds
|2 baths
|1,924 sq ft
|Condo
44 LINWOOD DR, WAPPINGERS FALLS, NY, 125...
Community: Regency at Wappinger
MLS 885394 • BHHS Hudson Valley Properties, There...
Jefferson Village
![108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,200 sq ft
|Condo
108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
MLS 884476 • William Raveis-New York, LLC, Heathe...
Jefferson Village
![18 HASTINGS CT E, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
1 beds
|1 baths
|725 sq ft
|Condo
18 HASTINGS CT E, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 880439 • Houlihan Lawrence Inc., Steve Fratta...
Jefferson Village
![120 COLUMBIA CT G, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
1 beds
|1 baths
|925 sq ft
|Condo
120 COLUMBIA CT G, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 883647 • Houlihan Lawrence Inc., Nancy Kenned...
Jefferson Village
![101 VILLAGE RD A, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,555 sq ft
|Condo
101 VILLAGE RD A, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
MLS 823834 • Compass Greater NY, LLC, Catherine D...
Want to learn more about 55+ communities in Winsted?
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Questions? Call us:
(860) 909-8066
Jefferson Village
![143 FLINTLOCK WAY D, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,200 sq ft
|Condo
143 FLINTLOCK WAY D, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
MLS 867675 • RE/MAX Town & Country, James D'Amato
The Retreat at Carmel
![31 LANGDON GROVE, CARMEL, NY, 10512, Carmel, NY 10512]()
2 beds
|2 baths
|1,979 sq ft
|House
31 LANGDON GROVE, CARMEL, NY, 10512
Community: The Retreat at Carmel
MLS 877918 • Compass Greater NY, LLC, Dorianne C....
Heritage Hills
![348 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,428 sq ft
|Condo
348 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 866206 • William Raveis-New York, LLC, Cynthi...
Jefferson Village
![73 INDEPENDENCE CT D, YORKTOWN, NY, 1059..., Yorktown, NY 10598]()
2 beds
|2 baths
|1,100 sq ft
|Condo
73 INDEPENDENCE CT D, YORKTOWN, NY, 1059...
Community: Jefferson Village
MLS 878517 • Coldwell Banker Realty, Deanna LaBar...
Jefferson Village
![92 MOLLY PITCHER LN B, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598]()
1 beds
|1 baths
|800 sq ft
|Condo
92 MOLLY PITCHER LN B, YORKTOWN HEIGHTS,...
Community: Jefferson Village
MLS 855989 • Compass Greater NY, LLC, Daniel McKe...
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Jefferson Village
![34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|970 sq ft
|Townhouse
34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1...
Community: Jefferson Village
MLS 875893 • Douglas Elliman Real Estate, Margare...
Jefferson Village
![96 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,050 sq ft
|Condo
96 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,...
Community: Jefferson Village
MLS 875416 • Coldwell Banker Realty, Jo Ann Cooga...
Jefferson Village
![20 HASTINGS CT A, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
1 beds
|1 baths
|725 sq ft
|Condo
20 HASTINGS CT A, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 874706 • William Raveis-New York, LLC, Heathe...
Jefferson Village
![40 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,350 sq ft
|Condo
40 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
MLS 850226 • Coldwell Banker Realty, Mary Anne M....
Founders Village
![2555 YOUNGS AVE 7D, SOUTHOLD, NY, 11971, Southold, NY 11971]()
2 beds
|2 baths
|1,100 sq ft
|Condo
2555 YOUNGS AVE 7D, SOUTHOLD, NY, 11971
Community: Founders Village
MLS 808158 • Signature Premier Properties, Timoth...
Want to learn more about 55+ communities in Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
Founders Village
![2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971, Southold, NY 11971]()
2 beds
|2 baths
|1,100 sq ft
|Condo
2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971
Community: Founders Village
MLS 828475 • Signature Premier Properties, Patric...
Jefferson Village
![156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598]()
1 beds
|1 baths
|850 sq ft
|Condo
156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
MLS 823393 • Houlihan Lawrence Inc., Nancy Kenned...
Whitney Glen
![34 WHITNEY GLN # 34, WESTPORT, CT, 06880, Westport, CT 06880]()
2 beds
|3 baths
|1,400 sq ft
|Condo
34 WHITNEY GLN # 34, WESTPORT, CT, 06880
Community: Whitney Glen
MLS 24075720 • Coldwell Banker Realty, Darlene Le...
Heritage Village
![953 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
953 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24098833 • Realty ONE Group Connect, Paul Duh
Heritage Village
![231 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
231 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24087742 • Berkshire Hathaway NE Prop., Scott...
Frequently Asked Questions
In Winsted, there is 1 small community with less than 500 homes.
The smallest 55+ community in Winsted has 38 homes, the largest has 38 homes, and the average community consists of 38 homes.
No, there are no gated 55+ communities in Winsted.
Want more information about active adult communities around Winsted?
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